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Tadashi Okabayashi, Akihiro Yoshimoto, Misao Ide
1964 Volume 12 Issue 3 Pages
257-261
Published: March 25, 1964
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Mutagenic activity of 4-hydroxyaminoquinoline 1-oxide was demonstrated by using a strain of Aspergillus niger as a test organism. The significance of the present experiment is discussed in relation to the mechanism of biological activities of 4-nitroquinoline 1-oxide.
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Tadashi Okabayashi, Akihiro Yoshimoto
1964 Volume 12 Issue 3 Pages
262-267
Published: March 25, 1964
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Colorimetric methods for the estimation of 4-hydroxyaminoquinoline 1-oxide and 4-aminoquinoline 1-oxide have been developed. The former was estimated by a modification of Zucker and Nason's method (Zucker and Nason, 1955). The method for the estimation of 4-aminoquinoline 1-oxide is based on the formation of a stable hydroxyazo dye which is formed after coupling of diazotized 4-aminoquinoline 1-oxide with 2-hydroxy-6, 8-naphthalenedisulfonic acid in alkaline condition. The formation of 4-hydroxyaminoquinoline 1-oxide and 4-aminoquinoline 1-oxide in the course of microbial reduction of 4-nitroquinoline 1-oxide was studied by using the present methods.
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Morio Ikehara, Hitoshi Uno, Fumiyoshi Ishikawa
1964 Volume 12 Issue 3 Pages
267-271
Published: March 25, 1964
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2', 3'-O-Isopropylidene-5'-O-benzoylinosine and 2', 3', 5'-tri-O-benzoylinosine were reacted with N, N-dimethylformamide-thionyl chloride complex in chloroform solution. Resulting 6-chloro compound was further reacted with morpholine, dimethylamine and thiourea to afford 6-morpholino-, 6-dimethylamino-and 6-mercapto-derivative of 9-β-D-ribofuranosylpurine in a good overall yield.
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Kazuo Tori, Masaru Ogata
1964 Volume 12 Issue 3 Pages
272-281
Published: March 25, 1964
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Pyridazine, pyrazine and substituted pyridazines have been studied by proton magnetic resonance spectroscopy. The spectra of pyridazine and pyrazine were analyzed completely with the aid of information obtained from the C
13-satellites (in natural isotopic abundance), whereas the spectra of substituted pyridazines were analyzed easily by the usual treatments. The proton magnetic resonance parameters of diazines were discussed in connection with the electronegativity of the nitrogen atoms. Effects of some substituents upon the ring proton shifts of pyridazine were discussed. The total methyl effect on the ring protons of pyridazine (0.54 p.p.m.) falls in the normal aromatic range. Electronic charge distributions in diazine molecules were discussed by comparing the π-electron densities calculated by the Huckel MO method with those obtained from the ring proton chemical shifts. Discrepancies in these electronic densities were ascribed to the possible paramagnetic anisotropy effect arising from the n-π
* transition of the lone-pair electrons of the nitrogen atoms.
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Shiro Takahashi, Hideo Kano
1964 Volume 12 Issue 3 Pages
282-291
Published: March 25, 1964
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Reactions of 1-alkoxybenzimidazole (I) with nucleophilic reagents, acetic anhydride and some other reagents involving the nitrating mixture were examined. In these reactions, I behaves as an ordinary heteroaromatic N-oxide and its N-alkoxyquarternary salt, although the reactivity is not so large as the quarternary salt.
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Masao Nishikawa, Akio Takabatake
1964 Volume 12 Issue 3 Pages
291-298
Published: March 25, 1964
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Infrared spectroscopic methods were applied for investigations on the states of molecules trapped in thiourea-d
4 channels. It was found that, in the spectra of thiourea-d
4 adducts, absorption bands due to guest molecules could be observed in the regions between 2800 and 2600 cm
-1, 2200 and 1600 cm
-1, 1300 and 990 cm
-1 and 790 and 680 cm
-1. Thus, nearly all absorption bands of guest molecules were observed in sodium chloride region by the use of both thiourea and thiourea-d
4 adducts, except the regions where CH
2 stretching and bending vibrations absorb. As an example, bands due to the axial isomers of halogenated cyclohexanes were determined by this technique. Relatively free rotation or random orientation of dioxane or cyclohexane molecules in thiourea channels was also supported by the present work. From the comparison with the orientation of cyclopentanone or cyclohexanone molecule in thiourea channels, it is suggested that electric dipole forces would operate to orientate guest molecules in channels.
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Satoru Kuwada, Masatake Hori
1964 Volume 12 Issue 3 Pages
298-303
Published: March 25, 1964
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To determine whether the V Comp. detected in the extract of Er. ashbyii was present originally in it or produced supplementally by photooxidation of G Comp., the mycelium was extracted in an atmosphere of nitrogen and the extract was investigated by TLC. The result proved the original existence of all of V. B
2, G and V Comps. But taking into consideration Uehara's report on hypoxanthine. G Comp. was examined if it is photooxidized to V Comp. Namely, the extract of the mycelium was exposed to sunlight and investigated by TLC, when GH and Lum. C were detected apparently but V Comp. did not increased. On the other hand, G Comp. was photodecomposed in phosphate buffer at various pHs, when GH was produced at any pH, while V Comp. was formed only at pH>6.52 besides GH. The same experiment was conducted in the presence of V. B
2, when Lum. C was produced at any pH, but Lum. F. at pH>6.52 in addition to the above products.
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Ken Ikeda, Hajime Takeda
1964 Volume 12 Issue 3 Pages
303-307
Published: March 25, 1964
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For the explanation of chemical changes and loss of dermatological activity of salicylic acid in external preparations containing salicylic acid and zinc oxide, systems composed of salicylic acid, zinc oxide, and water were investigated. By the determination of salicylic acid and zinc ion in the aqueous phase after an equilibrium state was attained, the formation of 1 : 1 and 2 : 1 salts of salicylic acid and zinc was ascertained quantitatively.
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Seigo Fukushima, Akira Ueno, Yukio Akahori
1964 Volume 12 Issue 3 Pages
307-311
Published: March 25, 1964
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2-Methyl-5, 8-dihydroxy-6, 7-benzochromone (IV) was obtained by means of either hydroxylation of 2-methyl-8-hydroxy-6, 7-benzochromone (I) or reduction of 2-methyl-4H-naphtho [2, 3-b] pyrane-4, 5, 10 (5H, 10H)-trione (III), and synthesis of 2-methyl-5, 8-dimethoxy-6, 7-benzochromone (V), in which the furan ring of khellin (VI) was replaced by a benzenoid ring, was accomplished by means of methylation of IV. It was found that V underwent irreversible ring isomerization to form 2-methyl-5, 6-dihydroxy-7, 8-benzochromone (VIII) during demethylation of V with hydriodic acid.
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Seigo Fukushima, Akira Ueno, Yukio Akahori
1964 Volume 12 Issue 3 Pages
312-315
Published: March 25, 1964
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2-Methyl-5-methoxy-6, 7-benzochromone (VIII), and 2-methyl-5-methoxy-7, 8-benzochromone (IV) were synthesized from 2-acetylnaphthalene-1, 3-diol (I), and it was found that VIII underwent irreversible ring isomerization to form 2-methyl-5-hydroxy-7, 8-benzochromone (III) during demethylation with hydriodic acid.
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Seigo Fukushima, Yukio Akahori, Akira Ueno
1964 Volume 12 Issue 3 Pages
316-326
Published: March 25, 1964
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The ultraviolet spectra of benzochromones and the related compounds were measured and compared with those of natural benzochromones. The spectra of linear benzochromones are distinguished from those of angular compounds by their characteristic absorption bands. In each series, regular shift were observed by replacement of substituents.
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Haruyuki Ito
1964 Volume 12 Issue 3 Pages
326-329
Published: March 25, 1964
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A new reaction mechanism of the oxidation of acylamino compounds by hydrogen peroxide to afford nitro compounds was proposed.
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Haruyuki Ito
1964 Volume 12 Issue 3 Pages
329-337
Published: March 25, 1964
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Acylarylamino compounds having chloro or methoxyl group at meta-or para-position of benzene ring were oxidized with hydrogen peroxide in varied conditions. In the case of introduction of electron-attracting group, yields of nitro compounds were fairly good and at the same time, considerable amounts of the starting materials were recovered, while, in the case of electron-releasing group, yields of nitro compounds were poor and almost none of the starting materials was recovered. Reasonable explanations of these phenomena were discussed.
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Haruyuki Ito
1964 Volume 12 Issue 3 Pages
337-344
Published: March 25, 1964
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Various aromatic nitrogen compounds were oxidized with hydrogen peroxide and it was found that derivatives of alkylarylamines were oxidized to corresponding nitro compounds in good yields. The mechanism of the oxidation to nitro compound was deduced. The effects of substituents in benzene ring and of acyl functions on amino nitrogen atoms were investigated. N-Acyl, especially N-formyl derivatives of alkylarylamines were shown to give the best results to afford nitro compounds.
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Haruyuki Ito
1964 Volume 12 Issue 3 Pages
345-349
Published: March 25, 1964
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A reaction mechanism of the oxidation of quinoline to ο-nitrobenzoic acid with hydrogen peroxide was suggested. In the mechanism, the main intermediates were quinoline 1-oxide, carbostyril 1-oxide, 2-nitrosocinnamic acid and 2-nitrocinnamic acid. It was experimentally confirmed that the oxidation of 2-position of quinoline 1-oxide in acidic medium and oxidative deoxidation of quinoline 1-oxide and carbostyril 1-oxide took place during the hydrogen peroxide treatment. In a restricted oxidation with hydrogen peroxide, quinoline was oxidized to 3-quinolinol and quinolinium sulfate afforded 5-quinolinol.
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Haruyuki Ito
1964 Volume 12 Issue 3 Pages
350-352
Published: March 25, 1964
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In oxidation of 2-methylaminoquinoline with hydrogen peroxide, cis-2-nitrocinnamonitrile and a small amount of carbostyril were obtained. And a reaction mechanism was proposed.
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Takuzo Nishimura, Issei Iwai
1964 Volume 12 Issue 3 Pages
352-356
Published: March 25, 1964
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Pyrimidine and purine bases were readily derived to trimethylsilyl derivatives by treatment with trimethylchlorosilane-triethylamine or hexamethyldisilazane. By the infrared investigation, it was clarified that the obtained derivatives possessed aromatic ring systems and physical properties of the product were reported.
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Takuzo Nishimura, Issei Iwai
1964 Volume 12 Issue 3 Pages
357-361
Published: March 25, 1964
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A new synthetic method is developed for the synthesis of pyrimidine glucosides by the fusion of trimethylsilylpyrimidines and α-acetobromoglucose followed by mild alkaline treatment. 1-β-D-Glucopyranosyl-uracil, -thymine, and-cytosine (picrate) were obtained in good yields. The physical constants of thus obtained nucleosides and their acetyl derivatives show good agreement with those of reported nucleosides.
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Hideo Sugimoto, Michiko Aoshima
1964 Volume 12 Issue 3 Pages
362-369
Published: March 25, 1964
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The paper deals with a comparison of the pattern of activity of enzymes of the original Yoshida sarcoma with that of a line of the same tumor, which is 10, 000-fold resistant to HN
2. Only difference so far obtained by these experiments with sixteen kinds of enzymes was found in the activity of sulfatase. Patterns of enzyme activity of several rat ascites hepatomas were also presented, some of which are inherently resistant to HN
2, some are very sensitive, and the rest of them moderately sensitive.
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Zenzo Tamura, Toshio Imanari
1964 Volume 12 Issue 3 Pages
370-375
Published: March 25, 1964
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The fate of medical dose of subcutaneously administered trans-π-oxocamphor (I) in human body was investigated. trans-π-Apocamphorcarboxylic acid (III) and its ester glucuronide (III-G) were detected as the main urinary metabolites of I, while trans-π-hydroxycamphor glucuronide was detected as a minor one. Determination by gas chromatography demonstrated that more than 80% of administered I was excreted as III and III-G during 8 hours.
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Akira Ueno, Seigo Fukushima, Yasuhisa Saiki, Toshikazu Harada
1964 Volume 12 Issue 3 Pages
376-378
Published: March 25, 1964
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Atsuko Inoue, Sadao Iguchi
1964 Volume 12 Issue 3 Pages
381-382
Published: March 25, 1964
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Atsuko Inoue, Sadao Iguchi
1964 Volume 12 Issue 3 Pages
382-383
Published: March 25, 1964
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Munemitsu Tomoeda, Masayuki Ishizaki, Harumi Kobayashi, Shoichi Kanato ...
1964 Volume 12 Issue 3 Pages
383-385
Published: March 25, 1964
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Yoshitomo Yamamoto, Shojiro Uyeo, Kanichi Ueda
1964 Volume 12 Issue 3 Pages
386-388
Published: March 25, 1964
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Junichi Taga
1964 Volume 12 Issue 3 Pages
389-391
Published: March 25, 1964
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